midazolam   Click here for help

GtoPdb Ligand ID: 3342

Synonyms: Buccolam® | Dormicum® | Nayzilam® | USL261 (nasal spray formulation) [1] | Versed®
Approved drug PDB Ligand
midazolam is an approved drug (FDA (2000), EMA (2011))
Compound class: Synthetic organic
Comment: Midazolam is a benzodiazepine class sedative drug.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 2
Hydrogen bond donors 0
Rotatable bonds 1
Topological polar surface area 29.66
Molecular weight 325.08
XLogP 4.57
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES Clc1ccc2c(c1)C(=NCc1n2c(C)nc1)c1ccccc1F
Isomeric SMILES Clc1ccc2c(c1)C(=NCc1n2c(C)nc1)c1ccccc1F
InChI InChI=1S/C18H13ClFN3/c1-11-21-9-13-10-22-18(14-4-2-3-5-16(14)20)15-8-12(19)6-7-17(15)23(11)13/h2-9H,10H2,1H3
InChI Key DDLIGBOFAVUZHB-UHFFFAOYSA-N
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (2000), EMA (2011))
WHO Essential Medicine WHO Model List of Essential Medicines (21st List, 2019). Access PDF version.
IUPAC Name Click here for help
12-chloro-9-(2-fluorophenyl)-3-methyl-2,4,8-triazatricyclo[8.4.0.0^{2,6}]tetradeca-1(14),3,5,8,10,12-hexaene
International Nonproprietary Names Click here for help
INN number INN
4497 midazolam
Synonyms Click here for help
Buccolam® | Dormicum® | Nayzilam® | USL261 (nasal spray formulation) [1] | Versed®
Database Links Click here for help
CAS Registry No. 59467-70-8 (source: Scifinder)
ChEMBL Ligand CHEMBL655
DrugBank Ligand DB00683
DrugCentral Ligand 1802
GtoPdb PubChem SID 178100372
PubChem CID 4192
RCSB PDB Ligand 08J
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Wikipedia Midazolam